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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 24, 1994 - Issue 2
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Original Articles

A Short Formal Synthesis of (-)-Serricornine

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Pages 233-241 | Received 06 Apr 1993, Published online: 23 Sep 2006
 

Abstract

A short and efficient formal synthesis of serricornine (1), the sex pheromone of Lasioderma serricorne F., is described. The homochiral aldol 5 is straightforwardly converted to tosylate 9 to give homochiral lactone 2a (6 steps, 22% overall yield from oxazolidinone 4), a known precursor of (-)-1.

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